Skip to primary navigation Skip to content Skip to footer
Back to Pirates Tales

What to do on a USVI Boat Day & Sample Itineraries (USVI Boat day)

Ahoy Mates!! A boat day in the U.S. Virgin Islands (USVI) is one of the best ways to experience the beauty of the Caribbean Waters. Whether you’re sailing, on a power boat here are some of the top things to do:

Snorkeling & Swimming

  • Swim with Sea Turtles – Popular spots include Turtle Cove at Buck Island or Christmas Cove at Great St. James.

  • Coral Reefs & Marine Preserves – Check out Christmas Cove or Lovango Cay for colorful reef fish and rays.

  • Swimming and relaxing in a quite cove – Just relaxing in the water and swimming into a quiet beach like Scott Beach, Two Butt Beach (Mermaids Chair), St. John or Coconut Bay, Hans Lolick

Sailboat on clear turquoise water near a green, hilly island with a sandy beach under a blue sky with clouds.

Island-Hopping & Beach Stops

  • St. John’s North Shore Beaches – White sand and turquoise waters at Trunk Bay, Cinnamon Bay, and Honeymoon Beach.

  • Water Island – Chill out at Honeymoon Beach with beach chairs and floating bar service.

  • St. Thomas – Secret Harbor, Sapphire Beach or Magens Bay

Food & Drink on the Water

Turquoise and yellow boat with 'PIZZA PI OPEN' flag in ocean under clear blue sky.a group of people on a boat in the water

Adventure & Sightseeing

  • Sailing through Pillsbury Sound – Between St. Thomas and St. John, known for stunning scenery.

  • Explore hidden coves – Quiet anchorages like Lovango Cay or the Caves at Brass Islands.

  • Sunset Cruise – End the day with a 360° view of the Caribbean sunset.

Wildlife Encounters

  • Spotting dolphins or even humpback whales (seasonal, Jan–Mar).

  • Watching stingrays glide under your boat.

  • Birdwatching on uninhabited cays like Congo and Mingo

Two dolphins swimming underwater in clear blue water. Whale breaching above the ocean's surface with blue sky background.

A Private USVI boat day is really about customizing your vibe: relax & sipping drinks, or adventure snorkel, exploring multiple islands or a combination of everything!

Boat days are also about exploring places & other islands that are accessible by land-based tours.

Every Private Charter is a different experience, and no two days are exactly alike. To personalize your boat day, Stormy Pirate’s Captains will create a customized day based on the weather, currents and tide conditions. Your Captain will also talk to you about where you’d like to enjoy lunch, what you are hoping to see, and they will also get an idea of your comfort level in the water and your snorkeling ability.

  • Half Day (4 hour) Charter you will get only get 1-2 stops
  • 6 hours Charter will have time for 2-3 stops
  • 8 hour Charters will have time for 3-4 stops

a large ship in a body of water

Sample (8 hours) Itinerary from St. Thomas on the Sailing Catamaran:

10am – Check into our Boat Day Boatique, meet your Crew and board the vessel.

10am – 11:15am – Sail along the beautiful Northern Shore of St. John past Caneel Bay, Trunk Bay & Cinnamon Bay.

11:15am – 12:15pm – Grab a mooring Ball in Maho Bay and snorkel and swim with Sea Turtles.

12:30pm – 1:30pm Lunch at Lovango Beach Club – Or Lunch at Pizza Pi (Christmas Cove)

1:30pm – 2:30pm – after Lunch Snorkel (Lovango or Christmas Cove)

3:00pm – 5:00pm – Relaxing Beach time / Snorkel at Scott Beach and/or Mermaid’s Chair, St. John

5:00pm – 6:00pm – Afternoon Sail back to the dock.

6:00pm – Arrive back to the dock in Red Hook.

a small boat in a large body of water

Sample (8 hours) Itinerary from St. Thomas on one of our Power Boats:

(27′ Hydrosport – 37′ Axopar or the 42′ Power Boats)

9:00am – Check into our Boat Day Boatique, meet your Crew and board the vessel.

9am – 9:45 – Cruise through the Pillsbury Sound and stop for a snorkel at Lovango Cay.

9:45 – 10:45 – Snorkel Lovango Cay.

10:45 – 11:30am – Cruise along the Northern and Eastern Shore or St. John to Coral Bay.

11:30am – 1:00pm – Stop for and swim into Lime Out (taco boat) to enjoy lunch.

1:00pm – 1:30pm – Cruise around Rams Head.

1:30pm – 2:30pm – Grab mooring at Salt Pond or Lameshure Bay to afternoon Beach, Hike or Snorkel.

2:30pm – 3:00pm – Cruise along the Southern Coast of St. John and through the St. James Cut.

3:15pm – 4:30pm – Grab a snack and drinks from Pizza Pi while snorkeling Christmas Cove.

4:30pm – 5:00pm – Cruise back to the dock.

5:00pm – arrive back to the dock in Red Hook.

  • Posted in:
Next Post